1-硝基萘

1-硝基萘是一种有机化合物，化学式为C₁₀H₇NO₂。它可由萘的硝化反应制备，硝硫混酸是最常见的硝化试剂，^[4][5]也有文献报道使用硝酸铋^[6]、二氧化氮^[7]、N-硝基糖精^[8]等进行硝化反应。它可以被还原剂（如氢气^[9]、硼氢化钠^[10]、水合肼^[11]等）还原为1-萘胺。

1-硝基萘
别名	α-硝基萘
识别
CAS号	86-57-7  Y
PubChem	6849
ChemSpider	6588
SMILES	C1=CC=C2C(=C1)C=CC=C2[N+](=O)[O-]
Beilstein	1867714
UN编号	2538
EINECS	201-684-5
ChEBI	34104
KEGG	C14040
性质
化学式	C10H7NO2
摩尔质量	173.17 g·mol−1
外观	浅黄色固体
密度	1.332 g·cm−3[1]
熔点	59 °C（332 K）[2]
溶解性（水）	0.0035 g（25 °C）[3]
危险性
GHS危险性符号
GHS提示词	危险
H-术语	H228, H301, H315, H319, H335, H351, H411
P-术语	P201, P202, P210, P240, P241, P261, P264, P270, P271, P273, P280, P281, P301+310, P302+352
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

11 sources

参考文献

1. "Hazardous Substances Data Bank" data were obtained from the National Library of Medicine (US). Retrieved from SciFinder. [2020-12-28].
2. Badgujar, D. M.; Talwar, M. B.; Asthana, S. N.; Mahulikar, P. P. Environmentally benign synthesis of aromatic nitro compounds using silica supported inorganic nitrates. Journal of Scientific & Industrial Research, 2007. 66 (3): 250-251. ISSN: 0022-4456.
3. Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2020 ACD/Labs). Retrieved from SciFinder. [2020-12-28].
4. Khabarov, Yu. G.; Veshnyakov, V. A.; Snigirev, I. A. Method for producing 1-nitronaphthalene. 2018. RU 2669774 C1.
5. Gerald Booth. Wiley-VCH Verlag GmbH & Co. KGaA , 编. Naphthalene Derivatives. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA. 2000-06-15 [2020-12-28]. ISBN 9783527306732. doi:10.1002/14356007.a17_009 （英语）.
6. Susanta Samajdar, Frederick F Becker, Bimal K Banik. Surface-mediated highly efficient regioselective nitration of aromatic compounds by bismuth nitrate. Tetrahedron Letters. 2000-10, 41 (42): 8017–8020 [2020-12-28]. doi:10.1016/S0040-4039(00)01397-6. （原始内容存档于2018-06-27） （英语）.
7. Kuiyi You, Zhongcang Zhou, Jian Jian, Renjie Deng, Pingle Liu, Qiuhong Ai, He’an Luo. A simple approach for preparation of dinitronaphthalene compounds from the nitration reaction of 1-nitronaphthalene with NO2 as nitration reagent. Research on Chemical Intermediates. 2015-11, 41 (11): 8307–8315 [2020-12-28]. ISSN 0922-6168. doi:10.1007/s11164-014-1893-1 （英语）.
8. Roxan Calvo, Kun Zhang, Alessandro Passera, Dmitry Katayev. Facile access to nitroarenes and nitroheteroarenes using N-nitrosaccharin. Nature Communications. 2019-12, 10 (1) [2020-12-28]. ISSN 2041-1723. PMC 6667458 . PMID 31363083. doi:10.1038/s41467-019-11419-y. （原始内容存档于2019-11-15） （英语）.
9. Huan Fu, Luna Ruan, Jianhua Liao, An Pei, Jun Liu, Li Zeng, Kai Yang, Lihua Zhu, Bing Hui Chen. PtNi/C bimetallic nanocatalyst with high catalytic performance and stability for 1-nitronaphthalene hydorgenation to 1-naphthylamine. Molecular Catalysis. 2020-10, 494: 111151 [2020-12-28]. doi:10.1016/j.mcat.2020.111151 （英语）.
10. Haydar Göksu, Nursefa Zengin, Hakan Burhan, Kemal Cellat, Fatih Şen. A Novel Hydrogenation of Nitroarene Compounds with Multi Wall Carbon Nanotube Supported Palladium/Copper Nanoparticles (PdCu@MWCNT NPs) in Aqueous Medium. Scientific Reports. 2020-12, 10 (1) [2020-12-28]. ISSN 2045-2322. PMC 7229225 . PMID 32415148. doi:10.1038/s41598-020-64988-0. （原始内容存档于2021-10-02） （英语）.
11. Upendra Sharma, Praveen Kumar Verma, Neeraj Kumar, Vishal Kumar, Manju Bala, Bikram Singh. Phosphane-Free Green Protocol for Selective Nitro Reduction with an Iron-Based Catalyst. Chemistry - A European Journal. 2011-05-16, 17 (21): 5903–5907 [2020-12-28]. doi:10.1002/chem.201003621 （英语）.